Headstart AI
Staff, Applied AI Engineer
New York, NY · Staff+
Sponsorship not specifiedDetected 180 days ago
PythonReactNext.jsDistributed SystemsBackend DevelopmentFull-Stack DevelopmentMachine LearningData Engineering
About the role
- Prototype rapidly while ensuring long-term reliability, maintainability, and security
- Balance multiple concurrent engagements, context-switching between different technical stacks and business domains
- Contribute to the Headstart Platform roadmap by identifying and delivering the highest-leverage investments across our tooling and infrastructure
Responsibilities
- Lead and own multiple client engagements end-to-end, from ideation and technical discovery through to production
Requirements
- 7+ years of professional software engineering experience with a track record of owning complex, high-stakes systems end-to-end
Compensation
- This role offers extensive benefits, a base salary of $240,000 USD plus competitive equity compensation, 401k with employer match, fully covered medical, dental, and vision premiums, monthly wellness stipend, free lunch everyday in our NYC
Benefits
- Bonus if you've been a founding engineer or startup early hire, with history building production products from scratch
- Bonus if you're NYC based - we have a loft office in Soho and provide lunch and snacks
Company info
- Headstart https://www.headstart.nyc/ is built for people who want to think like founders.
- We work inside real enterprises ($100M+ ARR) shipping production AI systems that change how they operate.
- Every engagement is a different industry, a different problem, and a different set of constraints.
- You leave each one knowing that business deeply.
- We've built our own agent Friday, which powers the majority of how we deliver.
- We're bootstrapped, cash-flow positive, and growing fast.
- The engineers who thrive at Headstart are the ones who want to understand how businesses work, not just how code works.
- We work inside real enterprises, shipping production AI systems that change how they operate.
- We take the work seriously and the culture deliberately.
- Pay is transparent, weekends are yours, and we don't confuse long hours with good work.
- While this position is listed as hybrid in NYC or Toronto, we are open to considering fully remote candidates based in the US or Canada for the right fit.
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This listing is sourced directly from Headstart AI's careers page and normalized into a canonical job model.